HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 9930024, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | methyl((1-methyl-1H-indol-2-yl)methyl)amine | HCID 11401058 | — |
| Reactant | HCID 69554926 | HCID 69554926 | — |
| Solvent | dichloromethane N,N-dimethylformamide | HCID 22350042 | — |
| Product | HCID 9930024 | HCID 9930024 | 47.3% |
Reaction Steps
To 4-amino-2-phenoxybenzoic acid hydrochloride (1.0 g, 3.4 mmole) in 1:1 DMF/CH2Cl2 (75 mL) was added 1-methyl-2-(methylaminomethyl)indole (0.61 g, 3.5 mmole), HOBt.H2O (0.47 g, 3.5 mmole), Et3N (1.0 mL, 7.1 mmole), then EDC (0.67 g, 3.5 mmole). The reaction was stirred at RT for 16 hr then was concentrated under vacuum. The residue was taken up in EtOAc (200 mL) and-the solution was washed with water, dried (Na2SO4), and concentrated. Flash chromatography on silica gel (2% MeOH/CHCl3, then rechromatography using 70% EtOAc/hexanes) gave the title compound (0.62 g, 42%) as a white solid: MS (ES) m/e 386.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06730684B1 |
| Source dataset | uspto-grants-2004_05 |
| ORD ID | ord-aa527a056951470d9d09cc4d24dc60cf |
| Source note | uspto-grants-2004_05 |